Base‐Promoted Direct Cascade Transformation of Chromones to Coumarins via Benzannulation and Transesterification | Zendy

Cai Hongyun | Zendy; Khanal Hari Datta | Zendy; Lee Yong Rok | Zendy

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Base‐Promoted Direct Cascade Transformation of Chromones to Coumarins via Benzannulation and Transesterification

Author(s) -

Cai Hongyun,

Khanal Hari Datta,

Lee Yong Rok

Publication year - 2021

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.202100039

Subject(s) - transesterification , chemistry , intramolecular force , yield (engineering) , base (topology) , cascade reaction , organic chemistry , cascade , coumarin , transformation (genetics) , combinatorial chemistry , catalysis , mathematical analysis , materials science , mathematics , chromatography , metallurgy , biochemistry , gene

A mild base‐promoted reaction between 3‐substituted chromones and β ‐keto esters for the easy access to various coumarins with structural diversity is described. This protocol provides highly functionalized 3‐acyl‐4‐arylcoumarins in good‐to‐excellent yield via benzannulation and transesterification. A reaction mechanism containing Michael addition, 1,5‐H shift and intramolecular transesterification is proposed.

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